Vibrational spectra, UV and NMR, first order hyperpolarizability and HOMO–LUMO analysis of 2-amino-4-chloro-6-methylpyrimidine

Jayavarthanan, T.; Sundaraganesan, N.; Karabacak, M.; Çınar, Mehmet; Kurt, Mustafa

doi:10.1016/j.saa.2012.07.064

Cited by 12 publications

(5 citation statements)

References 40 publications

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“…Statistical thermodynamic functions: heat capacity (C), enthalpy change (H), and entropy (S), of I7C are obtained from theoretical harmonic frequencies. Molecular vibrational intensities increase with temperature . It is observed that these thermodynamic functions increase with increasing temperature range from 30 to 80 °C (Figure ).…”

Section: Resultsmentioning

confidence: 86%

“…This variation is due to the influence of hydrogen bonding in proton exchange between N 15 and O 18 and solvent effect. The formation of a hydrogen bond leads to a significant downfield shift of the isotropic chemical shift . Due to IHB, the direction of electron density shifts from the N–H group to the carbonyl (CO) group which results in an increased magnetic shielding for the pyrrole proton and hence a shift to the lower field of its proton signal.…”

Section: Resultsmentioning

confidence: 99%

“…Molecular vibrational intensities increase with temperature. 44 It is observed that these thermodynamic functions increase with increasing temperature range from 30 to 80 °C (Figure 10). The correlation equations between C, H, and S changes and temperatures are fitted by quadratic equations and corresponding fitting factors (R 2 ) for these thermodynamic properties are 0.9999, 0.9909, and 1.000.…”

Section: N−h Vibrationmentioning

confidence: 99%

“…All of the above N−H and CO vibrational (ν,δ) modes indicate a strong signature of intramolecular/intermolecular hydrogen bonding in I7C. cc(14), δ Hcc(46), δ HNc (12) cc(11),δ Hcc(18), δ HNc (13) cc(11), δ ccc(24), δ HNc (27) Nc(11), δ Hcc(44), δ HNc(14)…”

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confidence: 99%

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White Light Generation by Carbonyl Based Indole Derivatives Due to Proton Transfer: An Efficient Fluorescence Sensor

et al. 2013

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The motivation of the present work is to understand the optical, chemical, and electrical aspects of the proton transfer mechanism of indole (I) and some carbonyl based indole derivatives: indole-3-carboxaldehyde (I3C) and indole-7-carboxaldehyde (I7C) for both powder form and their liquid solution. Structural information for indole derivatives (isolated molecule and in solution) is obtained with density functional theory (DFT) and time dependent DFT (TD-DFT) methods. Calculated transition energies are used to generate UV-vis, FTIR, Raman, and NMR spectra which are later verified with the experimental spectra. The occurrence of different conformers [cis (N(c)), trans (N(t)), and zwitterion (Z*)] have been interpreted by Mulliken charge, natural bond orbital (NBO) analysis, and polarization versus electric field (P-E loop) studies. (1)H and (13)C NMR and molecular vibrational frequencies of the fundamental modes established the stability of Nc due to the presence of intramolecular hydrogen bonding (IHB) in the ground state (S0). Computed/experimental UV-vis absorption/emission studies reveal the creation of new species: zwitterion (Z*) and anion (A*) in the excited state (S1) due to excited state intramolecular and intermolecular proton transfer (ESI(ra)PT and ESI(er)PT). Increased electrical conductivity (σ(ac)) with temperature and increased ferroelectric polarization at higher field verifies proton conduction in I7C.

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Section: Resultsmentioning

confidence: 86%

Section: Resultsmentioning

confidence: 99%

Section: N−h Vibrationmentioning

confidence: 99%

mentioning

confidence: 99%

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White Light Generation by Carbonyl Based Indole Derivatives Due to Proton Transfer: An Efficient Fluorescence Sensor

et al. 2013

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“…The DMSO phase also shows three electronic transitions at 357, 328, and 302 nm. The theoretical values of Gas and DMSO values correlated with each other, compared to ethanol, respectively [75] as shown in Figure 8A.…”

Section: Resultsmentioning

confidence: 86%

Synthesis, spectral, crystal structure, drug‐likeness, in silico, and in vitro biological screening of halogen [Cl, Br] substituted N‐phenylbenzo[g]indazole derivatives as antimicrobial agents

Murugavel

Jayakumar

Chandrasekaran

et al. 2021

Journal of Heterocyclic Chem

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The N‐phenylbenzo[g]indazole derivatives, 3‐(4‐chlorophenyl)‐3,3a,4,5‐tetrahydro‐N‐phenylbenzo[g]indazole‐2‐carbothioamide (4CLPBIC), 3‐(4‐bromophenyl)‐3,3a,4,5‐tetrahydro‐N‐phenylbenzo[g]indazole‐2‐carbothioamide (4BRPBIC), and 3‐(3‐bromophenyl)‐3,3a,4,5‐tetrahydro‐N‐phenylbenzo[g]indazole‐2‐carbothioamide (3BRPBIC), were synthesized by the one‐pot green amalgamation of solvent‐free granulating methodology procedure at room temperature. The synthesized crystals were characterized by single‐crystal X‐ray diffraction (SC‐XRD), FT‐IR, FT‐Raman, NMR, and UV–Vis techniques. The molecular geometries from XRD experimental values of synthesized compounds 4CLPBIC, 4BRPBIC, and 3BRPBIC in the ground state are compared theoretically by applying the density functional theory (DFT), a method with the B3LYP/6‐311G(d,p) basis set using Gaussian 09 software. The vibrational assignments of the synthesized compounds were studied based on potential energy distribution (PED) by the VEDA4 program. The scaled DFT/B3LYP/6‐311G(d,p) results show the best agreement with the experimental values. Computational 1H and 13C NMR were acquired by utilizing gauge‐independent atomic orbital (GIAO) procedure, and chemical shift results are in good agreement with the experimental values. A web‐based theoretical investigation was performed to understand the drug‐likeness and ADMET properties of the compounds. Molecular docking studies were carried out against bacterial cholesterol inhibitor block and inhibitor of lanosterol‐14α‐demethylase CYP51 used in the treatment of topical and systemic mycoses in fungal to understand the inhibitory activity of synthesized compounds. The synthesized molecules were also tested for antibacterial and antifungal activities.

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Quantum-chemical investigation on 5-fluorouracil anticancer drug

et al. 2017

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Vibrational spectra, UV and NMR, first order hyperpolarizability and HOMO–LUMO analysis of 2-amino-4-chloro-6-methylpyrimidine

Cited by 12 publications

References 40 publications

White Light Generation by Carbonyl Based Indole Derivatives Due to Proton Transfer: An Efficient Fluorescence Sensor

White Light Generation by Carbonyl Based Indole Derivatives Due to Proton Transfer: An Efficient Fluorescence Sensor

Synthesis, spectral, crystal structure, drug‐likeness, in silico, and in vitro biological screening of halogen [Cl, Br] substituted N‐phenylbenzo[g]indazole derivatives as antimicrobial agents

Quantum-chemical investigation on 5-fluorouracil anticancer drug

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